[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: af75545d-0fab-4dc3-951f-1bbc6015f0be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(O6)CO)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)C)C)(C)CO)O[C@H]8[C@@H]([C@H]([C@@H](O8)CO)O)O
• InChI: InChI=1S/C47H76O18/c1-42(2)13-15-47(41(59)65-40-37(58)34(55)32(53)26(63-40)20-60-38-36(57)33(54)30(51)24(18-48)61-38)16-14-45(5)22(23(47)17-42)7-8-28-43(3)11-10-29(64-39-35(56)31(52)25(19-49)62-39)44(4,21-50)27(43)9-12-46(28,45)6/h7,23-40,48-58H,8-21H2,1-6H3/t23-,24+,25-,26+,27+,28+,29-,30+,31-,32+,33-,34-,35+,36+,37+,38+,39-,40-,43-,44-,45+,46+,47-/m0/s1
• InChI Key: OLWYMFOKFBPRNS-CXCGKNFASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₈
• Molecular Weight: 929.10 g/mol
• Exact Mass: 928.50316557 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.25
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8293	82.93%
Caco-2	-	0.8880	88.80%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	-	0.2836	28.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6065	60.65%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	-	0.7716	77.16%
CYP3A4 substrate	+	0.7170	71.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9399	93.99%
CYP2C9 inhibition	-	0.8597	85.97%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.8847	88.47%
CYP2C8 inhibition	+	0.6578	65.78%
CYP inhibitory promiscuity	-	0.8928	89.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5325	53.25%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.5738	57.38%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7452	74.52%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9038	90.38%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6036	60.36%
Acute Oral Toxicity (c)	III	0.7230	72.30%
Estrogen receptor binding	+	0.7843	78.43%
Androgen receptor binding	+	0.7432	74.32%
Thyroid receptor binding	-	0.5618	56.18%
Glucocorticoid receptor binding	+	0.7073	70.73%
Aromatase binding	+	0.6357	63.57%
PPAR gamma	+	0.7818	78.18%
Honey bee toxicity	-	0.7493	74.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9709	97.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.55%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.99%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.25%	95.17%
CHEMBL5255	O00206	Toll-like receptor 4	86.09%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.01%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.87%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.00%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.45%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.96%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.63%	86.92%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.42%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.07%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.91%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.30%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.16%	97.25%

Plants that contains it

• Eleutherococcus hypoleucus

Cross-Links

• PubChem: 163084983
• LOTUS: LTS0013885
• wikiData: Q105194179